Phthalans 1-3 have been converted into oxonane-3,8-diones 7-9 by a 3-s
tep sequence involving Birch reduction, hydrogenation and oxidative cl
eavage; the 2-ethyl-9-pentyl derivative 9 has been deoxygenated to giv
e obtusan 12. The method was extended to the preparation of azonane 15
from isoindoline.